Holiday rentals and lettings in Siena

Holiday rentals and lettings in Siena

Start comparing over 732 rentals in Siena and book at the best price!

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Highlights in Siena

  • UNESCO World Heritage Sites
  • Unique traditions, Medieval history
  • Incredible cathedral
  • A fabulous fountain

Best Holiday Rentals & Lettings in Siena

Guests agree: these stays are highly rated for location, cleanliness, and more.
Holiday Rental for 2 People in Siena, Siena Province
Holiday Rental for 2 People in Siena, Siena Province, Photo 1
Holiday Rental for 2 People in Siena, Siena Province, Photo 2
Holiday Rental for 2 People in Siena, Siena Province, Photo 3
Holiday Rental for 2 People in Siena, Siena Province, Photo 4
Siena, Siena Province
Holiday Rental • 40 m² • 1 Bedroom
A cosy mansion perched in the hills amid lush greenery awaits you in Siena and has 1 bedroom which can accommodate 4 people, ideally a family with children or a small group travelling together. A huge swimming pool, shared with other guests, open from May till September, beckons you to this cosy home complete with all basic necessities and more.Supermarkets lie 2 km away from your stay, so fetching general supplies is hassle-free. Restaurants for experiencing fine dining can be reached easily as well 3 km away. A bit farther is the Duomo di Siena with its all-around gothic beauty and pictur...
from £79 / night
Holiday Rental for 4 People in Siena, Siena Province
Holiday Rental for 4 People in Siena, Siena Province, Photo 1
Holiday Rental for 4 People in Siena, Siena Province, Photo 2
Holiday Rental for 4 People in Siena, Siena Province, Photo 3
Holiday Rental for 4 People in Siena, Siena Province, Photo 4
Siena, Siena Province
Holiday Rental • 60 m² • 2 Bedrooms
(2 reviews)
Nice vacation accommodation in the heart of Tuscany.Feel welcome in this nice vacation apartment, which provides a great vacation feeling with its authentic furnishings. Enjoy a pleasant and unforgettable time with your loved ones and let yourself be spoiled by the mild climate and the beautiful landscape around you. In the garden, the children and the four-legged family member can romp around and breathe in the beautiful fresh air. Just pure relaxation!You are close to probably the most beautiful medieval city in Italy ? Siena. It is one of the greatest cities of art in Tuscany and a jewel...
from £74 / night
Holiday Rental for 3 People in Castelnuovo Berardenga (comune), Chianti
Holiday Rental for 3 People in Castelnuovo Berardenga (comune), Chianti, Photo 1
Holiday Rental for 3 People in Castelnuovo Berardenga (comune), Chianti, Photo 2
Holiday Rental for 3 People in Castelnuovo Berardenga (comune), Chianti, Photo 3
Holiday Rental for 3 People in Castelnuovo Berardenga (comune), Chianti, Photo 4
Castelnuovo Berardenga (comune), Chianti
Holiday Rental • 110 m² • 2 Bedrooms
(43 reviews)
Appartamento Fiordaliso is completely on the ground floor with a living area with equipped kitchenette. The sleeping area consists in a bedroom with a double bed, a small bedroom with a single bed and a bathroom with shower. Outside there is a small garden equipped with a table and chairs.At customer's disposal the same supplies as the other apartments.The customer will find on site the kit of bathroom products (hand soap, shower and underwear, toilet paper) and one for the kitchen (2 dishwasher tabs, dish soap, sponge, garbage bags).
from £97 / night

Other holiday ideas and property types in Siena that might be interesting

Prices and availability

Current Holiday letting prices Siena

£170for 22 Jun - 29 Jun
£177 annual average
Average price per week

Current holiday letting availability Siena

19%for 22 Jun - 29 Jun
44% annual average
Percentage of available lettings

Holiday rentals and lettings in Siena

A fabulous stay in the most charming areas of Siena

Would you like to book a holiday letting in Siena to enjoy a charming stay? Holidu offers you the possibility to choose from a wide range of lettings located in the old town, the outskirts or in the surrounding areas. If it is your first time in Siena, you can find a nice holiday rental in Torre. For those with a lively spirit, the ideal spot for nightlife is choosing a holiday rental in Aquila. Onda is an ideal place to stay if you are travelling with your family whereas Lupa is more focused on solo travellers or stays on a budget. The city centre is the main hub and close to the main attractions so if you like all the hustle and bustle here you have several holiday rentals to choose from as well so you will not miss a single thing! And it's not just in Siena where you can find accommodation; there are other places in Tuscany that offer similar experiences. We recommend you also consider renting a holiday letting in Tuscany to explore the broader region and enjoy all it has to offer.

Rustic accommodation in the historic centre of Siena

Discover our selection of holiday rentals in Siena, including charming villas in Siena. Our accommodations are designed to cater to couples seeking a romantic getaway, families with children, and groups of friends looking for a memorable holiday. With everything you need to ensure a comfortable stay, our villas in Siena offer a tailored experience that allows you to create wonderful memories. Enjoy Siena to the fullest with our diverse range of accommodations.

Find the perfect holiday letting in Siena and embark on a journey filled with comfort and luxury. Our selection of accommodations in this enchanting Italian city is designed to cater to your every need, whether you're a couple seeking a romantic getaway, a family with children, or a group of friends looking to create unforgettable memories. As you explore the amenities and services offered by our Siena rentals, you'll discover a world of convenience and relaxation that will elevate your holiday experience to new heights:

  • Pool
  • Garden
  • Balcony
  • Terrace
  • Parking

Holidays in Siena

The area and getting around

Siena, in the heart of Tuscany

Siena is a city in central Italy's Tuscany defined by its medieval brick facades, a fan-shaped square and the fabulous Torre del Mangia with sweeping views of the city. The city has 17 districts and it is not a big city but it boasts culture, monuments, traditions and heritage. Get lost along the winding alleys and discover this beautiful Tuscan city. The city centre is pedestrian only so you can visit it on foot. This is a year-round destination with several events every month. And when it comes to accommodations, our holiday lettings in Siena offer the perfect base for your exploration of this enchanting city. Plus, for travellers looking to explore other Tuscan treasures, nearby Florence beckons with its own charm and allure, making our apartments in Florence an ideal choice for extending your adventure in this breathtaking region.

Discover the Tuscan region

Private holiday lettings in Siena offer a unique opportunity to immerse yourself in the rich tapestry of art, culture, and history that defines this central Italian gem. With its charming alleys, neighbourhoods, towers, craft shops, and palaces, Siena embodies the essence of a medieval Italian city. Its historic centre, a UNESCO World Heritage Site, invites exploration, while its gastronomy tantalizes with authentic dishes and wines. You can consider renting a car to explore the Tuscan region more thoroughly, visiting neighbouring towns like Monteriggioni, Torrita di Siena, and Castellina in Chianti, or even look for a holiday letting in San Gimignano to extend your stay.

Who would love to visit Siena?

Siena for tradition lovers

The Palio di Siena is a famous and traditional horse race in the main square. If you want to experience this grand event, you must seek accommodation in Siena to rent for the dates of 2 July or 16 August, which are the two dates when it takes place. During this festival, ten horses and riders represent ten of the seventeen contrade (city wards). They are dressed in striking colours and the show has become an international tourist attraction. The Palio is the most important event in Siena and each contrade has its unique emblem and colours to represent them. There is a previous preparation of several days before the race day, that takes place the fourth day of the event. On the day of the Palio, the event starts early morning with a mass for the jockeys, followed by the confirmation of the jockey's names and around 3 pm, each contrada performs a ceremony until 5 pm. The winner of the race receives the Drappellone, This is truly a unique event you should not miss!

Siena for medieval lovers

Affordable holiday lettings in Siena make it possible to explore a city that, for many centuries, engaged in a significant rivalry with Florence in terms of urban planning. This rivalry led to the preservation of its Gothic appearance, acquired between the 12th and 15th centuries. Siena's unique and captivating charm lies in this well-preserved historical ambience. With iconic landmarks such as the Piccolomini Palace, the Fortezza Medicea, the Basilica dell'Osservanza, the Sanctuary of Santa Caterina, the Cathedral of Our Lady of the Assumption, and the Palazzo Pubblico (current City Hall), Siena vividly reflects its medieval past. For travellers who have a deep appreciation for the medieval era, considering a villa in Tuscany is an excellent choice. Tuscany's rolling hills, charming villages, and well-preserved medieval towns, including Siena, create the perfect backdrop for immersing oneself in this fascinating period of history.

Did you know Monte dei Paschi, the oldest bank in Italy is still in business?

What you shouldn’t miss in Siena

Top 5 travel tips in Siena

1. Piazza del Campo

Piazza del Campo might be one of the most spectacular medieval squares in Europe. This old but magnificent square was built around the 13th century and it was where traders used to sell their wares. If you pay attention to the tiles on the floor you will notice they are divided into nine sections and each section represents the Nine people who ruled Sienna during medieval times. Now it is not the main place for selling goods but still remains the main hub of the city. Here you can visit the Palazzo Pubblico and climb to the top of the Torre del Mangia. For families exploring this historical gem, there are family-friendly holiday lettings in Siena that provide a comfortable and convenient base for your adventures.

2. A fine wine tasting

Lovers of good wine should not miss the opportunity to visit the Italian National Enoteca, which is based in Siena. Its objective is to disseminate, improve and promote the great Italian wines and make known the country's winemaking reality. There you can carry out a multitude of activities, sample some wines, take part in different events and enjoy exhibitions related to the world of wine.

3. Visit Siena Cathedral

The cathedral of Siena is an impressive black-and-white building that combines certain elements of French Gothic, Romanesque, and Classical architecture. The facade is a unique sight. Take a walk around it and visit the interiors to admire the decorations and the incredible mosaic floors made of marble or some of the works by Donatello and Michelangelo. And if you're drawn to the rich art and culture of Italy, consider exploring beyond Siena by venturing to Florence. The nearby city of Florence, renowned as the birthplace of the Renaissance, boasts an array of historic villas in Florence.

4. Climb to the top

Torre del Mangia is a tall secular tower that was built to be as tall as the cathedral meaning that both had the same power in the city. The name of the tower comes from its first bellringer, Giovanni di Balduccio, known as Mangiaguadagni, meaning the "profit-eater". From the top of the tower, you will see the beautiful views of Sienna and its 17 areas.

5. Fonte Gaia

You will see several fountains in Siena but Fonte Gaia is an architectural jewel. Jacopo della Quercia decorated it in the 15th century and it is a fountain like no other. Underground pipes bring the water to the fountain and that was a great achievement in those times when it was built. This is more than just a fountain and you should not miss it! To fully appreciate Siena's treasures, including Fonte Gaia, consider staying in an affordable holiday lettings in Siena to rent.

Information about holiday lettings in Siena

🏡 Holiday lettings available: 345 properties.
💳 Discount available: up to -50%.
🌙 Minimum price per night: from £31.
⭐ Most popular amenities: Wi-Fi, air conditioning and balcony.
🐾 Pet-friendly: 127 properties.
🏊 With pool: 57 properties.

FAQs: Holiday Rentals & Lettings in Siena

Which facilities can you expect to find at the holiday lettings in Siena?

When looking at the services offered by Holidu, it seems that the holiday lettings in Siena have everything that tourists search for! Here, holiday lettings generally are equipped with a variety of facilities, the most popular being: Wi-Fi (93%), air conditioning (57%), and view (40%)... Tempted?

How are the holiday lettings usually rated in Siena?

The holiday lettings here are often well-reviewed. Many (46%) have a rating of 4.5 stars, which tells us that here you can easily find great holiday lettings for your next holiday!

Are the holiday lettings in Siena pet-friendly?

For sure! In Siena, 39% of the holiday lettings accept pets, and 30% even have a garden!

Do the holiday lettings in Siena mostly come with Wi-Fi?

Of course! According to Holidu's data, 93% of holiday lettings in Siena include an internet connection. This means that you will be able to access your emails and favourite social media sites at any time!

What is the average price for holiday lettings in Siena?

The majority of holiday lettings in Siena (93%) roughly cost less than £100 per night. Therefore, this destination is perfect for finding an affordable holiday letting!

Do the holiday lettings in Siena usually have a swimming pool?

It's not common. According to the information collected last year, most of the holiday lettings in Siena are not equipped with one.

Are the holiday lettings in Siena suitable for trips with several people or better for a holiday as a couple?

According to the information collected last year, 71% of holiday lettings welcome small groups of up to four guests. Approximately 54% of the holiday lettings here include at least two separate bedrooms. This is the ideal destination for going in a small group on holiday!

When planning a luxurious trip to Siena, are holiday lettings a good option?

Absolutely! The accommodations in this location come very well-equipped. If you are looking for a unique holiday property, you shouldn't wait long to book because 10% have a pool, 30% have a garden and 2% have a sauna. Also, if what you are looking for is space, 71% of the holiday lettings can accommodate groups of more than four adults and 30% have green spaces in their vicinity.

Are you able to enjoy a beautiful view and spend time outside at the holiday lettings in Siena?

39% of holiday lettings have a balcony or terrace, and 40% have a view. However, this does not represent the majority of properties here, so availability can be limited. If this is important to you, you should start your holiday planning early. Also, don't forget to use the filters to be sure to find what you are looking for. However, 30% of holiday lettings in Siena have gardens, where you can bask in the sun.

Are you interested in getting to know which are the best times of the year to make a trip to Siena?

According to the amenities found at the holiday lettings in Siena, it is a destination that suits all seasons of the year. This is because there are varied options, from a swimming pool to air conditioning. Therefore, you will be able to enjoy Siena in comfort all year round.

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